CN114634754A - Silane modified single-component polyurethane waterproof coating and preparation method thereof - Google Patents
Silane modified single-component polyurethane waterproof coating and preparation method thereof Download PDFInfo
- Publication number
- CN114634754A CN114634754A CN202210269645.XA CN202210269645A CN114634754A CN 114634754 A CN114634754 A CN 114634754A CN 202210269645 A CN202210269645 A CN 202210269645A CN 114634754 A CN114634754 A CN 114634754A
- Authority
- CN
- China
- Prior art keywords
- silane
- polyether
- modified
- amount
- semi
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000576 coating method Methods 0.000 title claims abstract description 58
- 239000011248 coating agent Substances 0.000 title claims abstract description 55
- 239000004814 polyurethane Substances 0.000 title claims abstract description 48
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 48
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 229910000077 silane Inorganic materials 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 229920000570 polyether Polymers 0.000 claims abstract description 60
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 59
- 239000013078 crystal Substances 0.000 claims abstract description 41
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 29
- 229920005862 polyol Polymers 0.000 claims abstract description 23
- 150000003077 polyols Chemical class 0.000 claims abstract description 23
- 239000003054 catalyst Substances 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 22
- 239000002904 solvent Substances 0.000 claims abstract description 22
- 239000002270 dispersing agent Substances 0.000 claims abstract description 19
- 239000000463 material Substances 0.000 claims abstract description 19
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 16
- 239000000945 filler Substances 0.000 claims abstract description 14
- 239000004014 plasticizer Substances 0.000 claims abstract description 12
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 12
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 12
- 239000004526 silane-modified polyether Substances 0.000 claims abstract description 12
- 150000004756 silanes Chemical class 0.000 claims abstract description 10
- 230000018044 dehydration Effects 0.000 claims abstract description 9
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 9
- 239000000049 pigment Substances 0.000 claims abstract description 7
- 239000000654 additive Substances 0.000 claims abstract description 5
- 238000009849 vacuum degassing Methods 0.000 claims abstract description 3
- 238000001723 curing Methods 0.000 claims description 49
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 34
- 238000003756 stirring Methods 0.000 claims description 21
- 239000004471 Glycine Substances 0.000 claims description 16
- -1 glycine-calcium bromide Chemical compound 0.000 claims description 15
- 238000010438 heat treatment Methods 0.000 claims description 14
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 8
- 150000002009 diols Chemical class 0.000 claims description 8
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 7
- BZQCDBQFBRYQFU-UHFFFAOYSA-L calcium 2-aminoacetic acid dichloride Chemical compound [Cl-].[Cl-].[Ca+2].NCC(O)=O BZQCDBQFBRYQFU-UHFFFAOYSA-L 0.000 claims description 7
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 7
- 239000002518 antifoaming agent Substances 0.000 claims description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
- 239000011575 calcium Substances 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052742 iron Inorganic materials 0.000 claims description 5
- 239000003973 paint Substances 0.000 claims description 5
- 239000012188 paraffin wax Substances 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 4
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical group CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 3
- 150000002466 imines Chemical group 0.000 claims description 3
- RHAAKTUOIHACDZ-UHFFFAOYSA-L magnesium;2-aminoacetic acid;sulfate Chemical compound [Mg+2].NCC(O)=O.[O-]S([O-])(=O)=O RHAAKTUOIHACDZ-UHFFFAOYSA-L 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- 239000005995 Aluminium silicate Substances 0.000 claims description 2
- 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 2
- 239000004677 Nylon Substances 0.000 claims description 2
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- 150000004982 aromatic amines Chemical class 0.000 claims description 2
- 239000003849 aromatic solvent Substances 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 claims description 2
- HRELNAWNYHNHHO-UHFFFAOYSA-N bis(7-methyloctyl) benzene-1,2-dicarboxylate cyclohexane Chemical compound C1CCCCC1.C(CCCCCC(C)C)OC(C=1C(C(=O)OCCCCCCC(C)C)=CC=CC1)=O HRELNAWNYHNHHO-UHFFFAOYSA-N 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 2
- 239000006229 carbon black Substances 0.000 claims description 2
- 239000007822 coupling agent Substances 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229940097275 indigo Drugs 0.000 claims description 2
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 2
- BUZRAOJSFRKWPD-UHFFFAOYSA-N isocyanatosilane Chemical group [SiH3]N=C=O BUZRAOJSFRKWPD-UHFFFAOYSA-N 0.000 claims description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 2
- DMTRWFMFBIMXBX-UHFFFAOYSA-L lead(2+);6-methylheptanoate Chemical compound [Pb+2].CC(C)CCCCC([O-])=O.CC(C)CCCCC([O-])=O DMTRWFMFBIMXBX-UHFFFAOYSA-L 0.000 claims description 2
- 239000000395 magnesium oxide Substances 0.000 claims description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 2
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 2
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000004078 waterproofing Methods 0.000 claims description 2
- 239000010456 wollastonite Substances 0.000 claims description 2
- 229910052882 wollastonite Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 229920000909 polytetrahydrofuran Polymers 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 238000010276 construction Methods 0.000 abstract description 11
- 238000003860 storage Methods 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 16
- 238000013008 moisture curing Methods 0.000 description 13
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 12
- 229910001622 calcium bromide Inorganic materials 0.000 description 12
- 239000001110 calcium chloride Substances 0.000 description 12
- 229910001628 calcium chloride Inorganic materials 0.000 description 12
- WGEFECGEFUFIQW-UHFFFAOYSA-L calcium dibromide Chemical compound [Ca+2].[Br-].[Br-] WGEFECGEFUFIQW-UHFFFAOYSA-L 0.000 description 12
- 239000003921 oil Substances 0.000 description 10
- 238000001816 cooling Methods 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 238000005303 weighing Methods 0.000 description 7
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 6
- 102100035474 DNA polymerase kappa Human genes 0.000 description 5
- 101710108091 DNA polymerase kappa Proteins 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000004568 cement Substances 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- 239000011527 polyurethane coating Substances 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- NOKSMMGULAYSTD-UHFFFAOYSA-N [SiH4].N=C=O Chemical compound [SiH4].N=C=O NOKSMMGULAYSTD-UHFFFAOYSA-N 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 159000000003 magnesium salts Chemical class 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000012047 saturated solution Substances 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000002426 superphosphate Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000012466 permeate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000011083 cement mortar Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229910052564 epsomite Inorganic materials 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000004432 silane-modified polyurethane Substances 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5096—Polyethers having heteroatoms other than oxygen containing silicon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a silane modified single-component polyurethane waterproof coating and a preparation method thereof, wherein the preparation method comprises the following steps: (1) carrying out contact reaction on part of hydroxyl-terminated polyether and a modified silane coupling agent to obtain silane-modified polyether polyol; (2) uniformly mixing the residual hydroxyl-terminated polyether, the silane-modified polyether polyol, the plasticizer, other additives and the dispersing agent; (3) uniformly mixing the mixed material obtained in the step (2), the filler, the semi-organic crystal and the optional pigment; (4) performing vacuum dehydration on the mixed material obtained in the step (3); (5) mixing the mixed material obtained in the step (4) with a solvent, and then adding polyisocyanate for reaction; (6) and (3) uniformly mixing the material reacted in the step (5), the latent curing agent and the catalyst, and then carrying out vacuum degassing to obtain the silane modified single-component polyurethane waterproof coating. The polyurethane waterproof coating can be applied to construction of southern wet base.
Description
Technical Field
The invention belongs to the technical field of single-component polyurethane waterproof coatings, and particularly relates to a silane modified single-component polyurethane waterproof coating and a preparation method thereof.
Background
The single-component polyurethane waterproof paint is prepared by carrying out chemical reaction and physical mixing on a prepolymer containing isocyanate groups, which is generated by carrying out polymerization reaction on polyol and isocyanate, a filler and various functional auxiliaries in a reaction kettle. The finished waterproof paint is a single component, does not need to be stirred and mixed during construction, is directly brushed for use, and has the characteristics of excellent comprehensive performance and convenience and quickness in construction.
The single-component polyurethane waterproof coating on the current market mainly has two technical schemes:
firstly, in a moisture curing system, isocyanate groups in the coating directly react with water vapor in the air so as to be crosslinked and cured, and carbon dioxide is released in the process, so that a large number of bubbles exist in the coating, the performance is poor after construction, and the risk of water leakage exists.
Secondly, a latent curing system is added into the coating formula, after construction, the latent curing agent in the coating preferentially reacts with water vapor in the air to release amino containing active hydrogen, and the amino reacts with isocyanate groups in the coating to achieve the purpose of crosslinking and curing. As the reaction of the latent curing agent and water and the reaction of the amino group and isocyanate do not generate gas, the generation of bubbles is fundamentally avoided in the curing process.
Because the latent curing system has high curing speed and no bubble is generated in the reaction, most of the single-component polyurethane waterproof coatings on the market at present belong to the latent curing system. Although the latent curing system has a high film forming speed and does not generate bubbles, the latent curing system still has defects in the using process, particularly in the south, when the ground is subjected to waterproof construction due to much precipitation, the base layer is often in a wet state and cannot reach a dry base layer required by polyurethane construction, and the latent curing agent of the single-component polyurethane waterproof coating of the latent curing agent system can quickly react with moisture of the base layer under the environment of the wet base layer to form cross-linking at the polyurethane and the base layer, so that a polyurethane coating cannot permeate the base layer, the bonding force with the base layer is particularly poor, the bonding strength with the base layer cannot be formed after the waterproof construction is finished, and finally the phenomena of bulging and even separation from the base layer are caused.
The moisture curing system has a slow curing speed, so that the coating system can penetrate into a base layer for a long time, the adhesion on a wet base layer is superior to that of a latent curing system, but the moisture curing system has a slow curing speed, is easy to foam, has a low market occupation ratio and is not easy to be accepted by people.
Disclosure of Invention
The invention aims to provide a silane modified single-component polyurethane waterproof coating and a preparation method thereof, so that the prepared polyurethane waterproof coating has good bonding strength with a wet base layer.
In order to achieve the above objects, an aspect of the present invention provides a method for preparing a silane-modified one-component polyurethane waterproof coating material, the method comprising: (1) carrying out contact reaction on part of hydroxyl-terminated polyether and a modified silane coupling agent to obtain silane-modified polyether polyol;
(2) uniformly mixing the residual hydroxyl-terminated polyether, the silane-modified polyether polyol, the plasticizer, other additives and the dispersing agent;
(3) uniformly mixing the mixed material obtained in the step (2), the filler, the semi-organic crystal and the optional pigment;
(4) performing vacuum dehydration on the mixed material obtained in the step (3);
(5) mixing the mixed material obtained in the step (4) with a solvent, and then adding polyisocyanate for reaction;
(6) and (4) uniformly mixing the materials reacted in the step (5), the latent curing agent and the catalyst, and then carrying out vacuum degassing to obtain the silane modified single-component polyurethane waterproof coating.
According to the invention, preferably, the hydroxyl-terminated polyether is used in an amount of 20-40 parts, the modified silane coupling agent is used in an amount of 0.5-5 parts, the plasticizer is used in an amount of 5-25 parts, the dispersant is used in an amount of 0.08-0.5 part, the other additives are used in an amount of 0.1-1.5 parts, the filler is used in an amount of 25-55 parts, the semi-organic crystal is used in an amount of 0.05-5 parts, the solvent is used in an amount of 5-15 parts, the polyisocyanate is used in an amount of 3-15 parts, the latent curing agent is used in an amount of 0.5-5 parts, the catalyst is used in an amount of 0.03-0.5 part, and the pigment is used in an amount of 0-1 part by weight.
According to the invention, the viscosity of the system is reduced and the storage stability is improved by reducing the dosage of the latent curing agent, and meanwhile, the latent curing agent is beneficial to permeating a wet base layer and improving the bonding performance of the wet base layer.
According to the present invention, preferably, the other auxiliary agents include, in parts by weight: 0.1-1 part of defoaming agent, 0-0.2 part of flatting agent and 0-0.3 part of dust-proof agent.
According to the present invention, preferably, the modified silane coupling agent is an isocyanatosilane coupling agent;
the modified silane coupling agent is preferably 3-isocyanatopropyltrimethoxysilane and/or 3-isocyanatopropyltriethoxysilane.
According to the invention, preferably, the semi-organic crystal is a glycine-type semi-organic crystal;
the glycine type semi-organic crystal is at least one selected from glycine-calcium chloride semi-organic crystal, glycine-magnesium sulfate semi-organic crystal and glycine-calcium bromide semi-organic crystal.
In the invention, the single-component polyurethane waterproof coating is subjected to graft modification by using the isocyanate silane coupling agent, the tail end of the modified polyurethane prepolymer contains organic silicon atoms and isocyanate, and the organic silicon can be chemically bonded (coupled) between an organic material and an inorganic material, so that when a wet base layer is constructed, the organic silicon and the semi-organic crystal at the tail end of the prepolymer form chemical bonding between a polyurethane coating and a concrete base layer, and the bonding capability of the wet base layer is improved.
And a semi-organic crystal material is added, wherein an amino component and the polyurethane prepolymer form a hydrogen bond, and the calcium and/or magnesium inorganic salt component has better compatibility with the cement base layer, so that the organic silicon has more binding degree between the polyurethane prepolymer organic material and the cement base layer inorganic material through the semi-organic crystal, and the bonding strength of the wet base layer is higher.
In the invention, the semi-organic crystal can be obtained by commercial purchase or self-synthesis; when synthesized by self, the compound can be obtained according to the following method:
selecting a glycine type semi-organic crystal, weighing glycine and calcium chloride, magnesium sulfate or calcium bromide according to the molar ratio of a reaction equation, adding water for dissolution, preparing a saturated solution of glycine and calcium chloride, magnesium sulfate or calcium bromide according to respective solubility curves of the calcium chloride, magnesium sulfate or calcium bromide at 50 ℃, uniformly stirring and cooling to room temperature, evaporating to obtain a crystal, and recrystallizing for two to three times to obtain the glycine type semi-organic crystal.
Wherein, the glycine-calcium chloride semi-organic crystal is formed by mixing glycine and calcium chloride according to a molar ratio of 2:1, and the reaction equation is as follows:
2NH2CH2COOH+CaCl2+4H2O→[CaCl2(NH3 +CH2COO-)2]·4H2O
the glycine-magnesium sulfate semi-organic crystal is formed by mixing glycine and magnesium sulfate according to a molar ratio of 1:1, and the reaction equation is as follows:
NH2CH2COOH+MgSO4·7H2O→Mg[NH2CH2COOH]SO4·7H2O
the glycine-calcium bromide semi-organic crystal is formed by mixing glycine and calcium bromide according to a molar ratio of 2:1, and the reaction equation is as follows:
2NH2CH2COOH+CaBr2+4H2O→[CaBr2(NH3 +CH2COO-)2]·4H2O。
the invention selects the semi-organic crystal synthesized by calcium salt and/or magnesium salt with the components close to cement mortar components, the surface of the semi-organic crystal synthesized by amino acid contains a large amount of amino groups which can form a large amount of hydrogen bonds with polyurethane carbonyl, and the inorganic calcium salt and/or magnesium salt is similar to the components of a cement base layer and can be more easily permeated in the base layer.
According to the invention, preferably, the hydroxyl-terminated polyether is selected from at least one of PPG-type polyether polyol, POP-type polymer polyether polyol and PTMEG-type tetrahydrofuran-type polyether polyol;
the polyether polyol is selected from at least one of polyether diol, polyether triol and polyether tetraol;
the weight-average molecular weight of the hydroxyl-terminated polyether is 500-5000, and the hydroxyl value is 40-400mg KOH/g.
In the preparation method of the invention, when the hydroxyl-terminated polyether is used in a plurality of types, part of the hydroxyl-terminated polyether in the step (1) can be selected from one of the hydroxyl-terminated polyether in the plurality of types to prepare the silane-modified polyether polyol; it is also possible to select a plurality or all of the plurality of hydroxyl-terminated polyethers and then take a portion of each of them together to prepare the silane-modified polyether polyol. For example, when the hydroxyl-terminated polyether is polyether diol or polyether triol, only a portion of the polyether diol may be selected for preparing the silane-modified polyether polyol; a portion of the polyether diol and a portion of the polyether triol may also be selected for use in the preparation of the silane-modified polyether polyol.
According to the present invention, preferably, the polyisocyanate is Toluene Diisocyanate (TDI) and/or diphenylmethane diisocyanate;
the latent curing agent is an imine latent curing agent and/or an oxazolidine latent curing agent.
According to the present invention, preferably, the catalyst is selected from at least one of dibutyltin dilaurate, stannous octoate, lead isooctanoate, aliphatic amine catalyst, alicyclic amine catalyst, aromatic amine catalyst and alcohol amine catalyst;
the plasticizer is at least one of cyclohexane 1, 2-diisononyl phthalate, chlorinated paraffin, methyl nylon acid ester and citric acid ester;
the dispersant is an acidic dispersant, and the acidic dispersant is preferably a polysiloxane organic dispersant;
the filler is at least one of kaolin, heavy calcium, light calcium, magnesium oxide, calcium oxide, wollastonite, nano calcium carbonate, silica micropowder and talcum powder;
the pigment is at least one of carbon black, titanium dioxide, indigo, iron yellow and iron brown;
the solvent is at least one of aromatic solvent oil, 100# solvent oil, 120# solvent oil, 150# solvent oil and 200# solvent oil.
In the invention, the used plasticizer has good compatibility with polyurethane, basically does not migrate or migrates little, and has remarkable stability and cooperativity.
According to the present invention, preferably, the mass ratio of the part of the hydroxyl-terminated polyether to the remaining hydroxyl-terminated polyether is 1: (0.5-5);
in the step (1), the temperature of the contact reaction is 75-85 ℃;
in the step (3), the mixing temperature is 45-55 ℃;
in the step (4), vacuum dehydration is carried out under the vacuum of-0.09 MPa to-0.1 MPa, the temperature of the vacuum dehydration is controlled at 110 ℃, and when the moisture is less than or equal to 0.02 percent, the dehydration is stopped;
in the step (5), when the temperature is 80-70 ℃, mixing the mixed material obtained in the step (4) with a solvent; when the temperature is 68-60 ℃, adding polyisocyanate, stirring for 10-20min, heating to 80-90 ℃, and reacting for 2-3h at 80-90 ℃;
in the step (6), the materials, the latent curing agent and the catalyst after the reaction in the step (5) are uniformly mixed when the temperature is 65-70 ℃, and then the mixture is degassed for 30-40min under the vacuum of-0.09 to-0.1 MPa when the temperature is 55-50 ℃.
In the invention, the reaction principle of the silane modified polyurethane waterproof coating is as follows:
the reaction principle is that the isocyanate silane coupling agent is modified by the following reaction:
the hydroxyl-terminated polyether reacts with polyisocyanate to generate a polyurethane prepolymer, and the reaction is as follows:
in the present invention, as shown in FIG. 1, a silane-modified one-component polyurethane waterproof paint is prepared by blocking a part of polyether polyol with a silane coupling agent having an isocyanate group at one side, blocking the remaining part of polyether polyol with polyisocyanate, and hydrolyzing the blocked silane coupling agent to form silanol (Si (OH) during the construction of a wet base layer3) And combines with the inorganic substance to form the siloxane. Molecular bridges may be formed between the polyurethane coating and the substrate to link the two materials together. The semi-organic crystal is synthesized by organic glycine and inorganic matter (calcium salt or magnesium salt), wherein inorganic matter ions can permeate into a cement base layer, amino on the surface of the inorganic matter can form strong hydrogen bonds with polyurethane carbonyl, so that the adhesion between the polyurethane organic coating and the inorganic base layer is stronger, meanwhile, silane can also form bonding force with the semi-organic crystal in the base layer, and the polyurethane coating can have strong adhesion performance on a wet base layer through the composite action of the silane and the semi-organic crystal.
In the present invention, hydroxyl-terminated polyether and polyisocyanate: in the synthesis process, chemical reaction is carried out to form a prepolymer with a reticular cross-linked structure and form a basic skeleton of the coating; plasticizer: the liquid filler reduces the viscosity of the system and improves the low-temperature resistance and flexibility of the coating film; solid filler: the wear resistance and pressure resistance of the coating can be enhanced; catalyst: the reaction speed and the drying speed of the synthesis of the catalytic prepolymer; defoaming agent: eliminating bubbles brought by stirring and a small amount of bubbles generated in the reaction process; latent curing agent: the reactive amino group reacts with water quickly to release active amino group, on one hand, the amino group reacts with the prepolymer to be crosslinked and cured, and on the other hand, the catalytic coating film is dried; acid dispersant: on one hand, the dispersion effect of the filler is enhanced, the viscosity of the product is reduced, on the other hand, the inhibition effect is achieved to a certain degree, the interaction with the catalysis effect of the latent curing agent is realized, the drying time of the coating film is controlled, the overflow of bubbles from the coating is facilitated, and the defoaming purpose is achieved. Modified silane coupling agent: the polyurethane prepolymer is subjected to silane modification, so that the bonding capability of the polyurethane prepolymer to a wet base layer is improved; semi-organic crystals: the bonding degree of the silane coupling agent between the organism and the inorganic body is improved, and the bonding capability of a wet base layer is enhanced.
The invention also provides a silane modified single-component polyurethane waterproof coating prepared by the preparation method.
The technical scheme of the invention has the following beneficial effects: the silane modified single-component polyurethane waterproof coating provided by the invention solves the problems of appearance bubbles and low drying speed of a moisture curing system, also solves the problems of poor storage performance of a latent curing system and low bonding strength of a wet base layer, is suitable for construction application of the southern wet base layer, and is a new system single-component polyurethane waterproof coating with excellent comprehensive performance.
Additional features and advantages of the invention will be set forth in the detailed description which follows.
Drawings
The above and other objects, features and advantages of the present invention will become more apparent by describing in more detail exemplary embodiments thereof with reference to the attached drawings, in which like reference numerals generally represent like parts throughout.
FIG. 1 shows the principle of adhesion of silane-modified one-component polyurethane waterproofing coatings according to the invention, exemplified by glycine-calcium chloride semi-organic crystals.
Detailed Description
Preferred embodiments of the present invention will be described in more detail below. While the following describes preferred embodiments of the present invention, it should be understood that the present invention may be embodied in various forms and should not be limited by the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art.
The invention is further illustrated by the following examples:
in the following examples and comparative examples:
the glycine-calcium chloride used was prepared as follows: weighing glycine and calcium chloride according to the molar ratio of a reaction equation, adding water for dissolving, preparing a saturated solution of glycine and calcium chloride at 50 ℃ according to a solubility curve of calcium chloride, uniformly stirring and cooling to room temperature, evaporating to obtain crystals, and then recrystallizing for two to three times to obtain glycine-calcium chloride;
the glycine-calcium bromide used was prepared as follows: weighing glycine and calcium bromide according to the molar ratio of a reaction equation, adding water for dissolving, preparing a saturated solution of glycine and calcium bromide at 50 ℃ according to a solubility curve of calcium bromide, uniformly stirring and cooling to room temperature, evaporating to obtain crystals, and then recrystallizing for two to three times to obtain glycine-calcium bromide;
wherein, the glycine-calcium chloride semi-organic crystal is formed by mixing glycine and calcium chloride according to a molar ratio of 2:1, and the reaction equation is as follows:
2NH2CH2COOH+CaCl2+4H2O→[CaCl2(NH3 +CH2COO-)2]·4H2O
the glycine-calcium bromide semi-organic crystal is formed by mixing glycine and calcium bromide according to a molar ratio of 2:1, and the reaction equation is as follows:
2NH2CH2COOH+CaBr2+4H2O→[CaBr2(NH3 +CH2COO-)2]·4H2O。
the polyether glycol is PPG polyether glycol which is purchased from Wanhua company and has the mark number of C2020; the polyether triol is PPG polyether polyol which is purchased from Wawa company and has the mark of F3135;
3-isocyanatopropyltrimethoxysilane was purchased from Japan shin-Etsu corporation under the designation KBE-9007;
DINP was purchased from Shanghai Kunrui chemical company under the trademark DINP;
TDI was purchased from BASF corporation under the designation T-80;
the acidic dispersant is polysiloxane organic dispersant which is purchased from Bick company and has the brand number of BYK-AT 203;
the catalyst is dibutyltin dilaurate which is purchased from Yingjian corporation and has the brand number of T-12;
the latent curing agent is an imine latent curing agent which is purchased from Ailite company and has the brand of ALT-401;
the defoamer was purchased from Picker under the designation BYK-065;
the leveling agent is purchased from Effcona and has the trade name of Afcona-3033;
the solvent oil is No. 150 solvent oil.
Examples 1 to 3
Examples 1 to 3 provide a silane-modified one-component polyurethane waterproof coating, which has the following preparation method, and the raw materials and the amounts thereof are shown in table 1;
(1) weighing part of polyether glycol, heating to 80 ℃ in a four-neck flask, adding an isocyanate silane coupling agent (3-isocyanate propyl trimethoxy silane), and reacting for 2 hours at 80 +/-2 ℃ to form silane modified polyether glycol;
(2) adding the rest polyether diol, polyether triol, the silane modified polyether polyol, plasticizer (chlorinated paraffin and DINP), defoaming agent, flatting agent and acidic dispersing agent into a four-neck flask provided with a thermometer, a vacuum system and a stirring system, starting stirring and heating at the rotating speed of 300r/min after the addition;
(3) heating to 50 deg.C, weighing and adding a certain amount of filler (pulvis Talci and triple superphosphate) and semi-organic crystal, stirring for 0.5h, and circulating for 0.5h by homogenizer;
(4) when the temperature is raised to 105 ℃ in a four-neck flask, starting a vacuum system, dehydrating under the vacuum of-0.09 to-0.1 MPa, controlling the temperature at 105 ℃ and 110 ℃, dehydrating for 2 hours, stopping dehydrating when the moisture is less than or equal to 0.02 percent, and starting to reduce the temperature;
(5) when the temperature is reduced to 80 ℃, adding the solvent oil; when the temperature is reduced to 65 ℃, adding TDI, stirring for 10min, heating to 85 ℃, and reacting for 2h at 85 +/-2 ℃;
(6) cooling to 65 deg.C, adding latent curing agent and catalyst, and stirring for 30 min; cooling to 50 ℃, and degassing for 30min under the vacuum of-0.1 MPa to obtain the silane modified single-component polyurethane waterproof coating;
wherein the mass ratio of part of hydroxyl-terminated polyether (part of polyether diol) to the rest of hydroxyl-terminated polyether (rest of polyether diol and polyether triol) is respectively as follows: 1: 2.23 (in example 1); 1: 1.16 (in example 2); 1: 1.05 (in example 3).
Comparative example 1
The comparative example provides a one-component polyurethane waterproof coating of a moisture curing system, the specific raw materials are shown in table 1, and the preparation method is as follows:
(1) adding polyether dihydric alcohol, polyether trihydric alcohol, a plasticizer (chlorinated paraffin and DINP), a defoaming agent, a leveling agent and an acidic dispersing agent into a four-neck flask provided with a thermometer, a vacuum system and a stirring system, starting stirring and heating up after the addition is finished, wherein the rotating speed is 300 r/min;
(2) heating to 50 deg.C, weighing and adding a certain amount of filler (pulvis Talci and triple superphosphate), stirring for 0.5h, and circulating for 0.5h by homogenizer;
(3) heating to 105 ℃ in a four-neck flask, starting a vacuum system, dehydrating under vacuum of-0.09 MPa to-0.1 MPa, controlling the temperature at 105-;
(4) when the temperature is reduced to 80 ℃, adding the solvent oil; when the temperature is reduced to 65 ℃, adding TDI, stirring for 10min, heating to 85 ℃, and reacting for 2h at 85 +/-2 ℃;
(5) cooling to 65 deg.C, adding catalyst, and stirring for 30 min; cooling to 50 ℃, and degassing for 30min under the vacuum of-0.1 MPa to obtain the single-component polyurethane waterproof coating.
Comparative example 2
The comparative example provides a single-component polyurethane waterproof coating of a latent curing system, the specific raw materials are shown in table 1, and the preparation method comprises the following steps:
(1) adding polyether dihydric alcohol, polyether trihydric alcohol, a plasticizer (chlorinated paraffin and DINP), a defoaming agent, a leveling agent and an acidic dispersing agent into a four-neck flask provided with a thermometer, a vacuum system and a stirring system, starting stirring and heating up after the addition is finished, wherein the rotating speed is 300 r/min;
(2) heating to 50 deg.C, weighing and adding a certain amount of filler (pulvis Talci and triple superphosphate), stirring for 0.5h, and circulating for 0.5h by homogenizer;
(3) heating to 105 ℃ in a four-neck flask, starting a vacuum system, dehydrating under vacuum of-0.09 MPa to-0.1 MPa, controlling the temperature at 105-;
(4) when the temperature is reduced to 80 ℃, adding the solvent oil; when the temperature is reduced to 65 ℃, adding TDI, stirring for 10min, heating to 85 ℃, and reacting for 2h at 85 +/-2 ℃;
(5) cooling to 65 deg.C, adding latent curing agent and catalyst, and stirring for 30 min; cooling to 50 ℃, and degassing for 30min under the vacuum of-0.1 MPa to obtain the single-component polyurethane waterproof coating.
Table 1 (the unit of each raw material in Table 1 is g)
Test example 1
The examples and comparative examples were tested for performance according to GB/T19250-2013 with the test results shown in Table 2.
TABLE 2
From the above table it can be seen that: (1) the performances of the 3 embodiments all meet the national standard requirements. (2) Compared with the comparative example 1, the surface dry and the actual dry time of the silane modified single-component polyurethane waterproof coating are faster than those of a wet curing system, and the bonding strength of a wet base layer is equivalent to that of the wet curing system; the examples showed comparable dry cure rates compared to comparative example 2, but the bond strength of the wet base layer was much higher than the latent cure system and the moisture cure system. (3) Examples compared to comparative example 1, the coating film appearance of the silane-modified one-component polyurethane system was bubble-free and pinhole-free, while the moisture-cured appearance had more small bubbles and pinholes, affecting the compactness of the coating film. (4) Examples 2 and 3 compared with example 1, the addition amount of the semi-organic crystal is reduced, the bonding strength of the wet base layer is reduced by 20%, and the semi-organic crystal can play a role in promoting the combination of the polyurethane and the base layer. (5) And (3) comprehensive comparison: the silane modified single-component polyurethane waterproof coating has the advantages of a moisture curing system and a latent curing system, is high in surface drying speed, good in coating film appearance, free of pinholes and bubbles, and excellent in bonding strength on a wet base layer.
Test example 2
The test example is a storage viscosity test, and the specific test method comprises the following steps: the storage properties of 5 samples, which were placed in 5 identical 1000ml iron cans having excellent sealing properties, were evaluated by storing the samples in an oven at 50 ℃ for a certain period of time and then measuring the kinematic viscosity of the coating at 25 ℃. The specific test results are shown in table 3.
TABLE 3 change in viscosity (units: mpa.s) of the examples and comparative groups on thermal storage at 50 deg.C
| Length of storage time | Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 |
| Initial value | 5820 | 6260 | 6700 | 7200 | 8200 |
| 1 week | 8700 | 8210 | 8450 | 7960 | 12400 |
| 2 weeks | 9720 | 10700 | 9800 | 8070 | 15800 |
| 3 weeks | 11200 | 12100 | 11500 | 7900 | 19500 |
| 4 weeks | 13500 | 15600 | 13400 | 8200 | 23400 |
From the above table, it can be seen that: examples the coating of the moisture-curing system showed substantially no change in viscosity and a slight increase in viscosity when stored at 50 ℃ as compared with comparative examples 1 and 2. The viscosity of the silane-modified one-component polyurethane is prolonged along with the thermal storage time, and the viscosity is increased in a small range. The latent curing system has a viscosity that increases substantially during thermal storage. The shelf life of the product is seriously influenced due to high viscosity and poor construction performance, and the storage performance of the latent curing system coating is extremely poor. Therefore, the silane modified single-component polyurethane waterproof coating has better storage stability than a latent curing system.
Test example 3
The test example is a room temperature storage tensile property test, the tensile property test is carried out on the waterproof coating stored at room temperature according to the GB/T19250-2013 standard, and specific test results are shown in Table 4.
TABLE 4 change in tensile properties at ordinary temperature (unit: MPa) of examples and comparative groups
From the above table, it can be seen that: (1) compared with the comparative examples 1 and 2, the silane modified single-component polyurethane waterproof coating has almost no change of tensile strength and slightly shows a descending trend along with the prolonging of storage time under the normal-temperature storage; the tensile strength of the moisture curing system and the latent curing system is obviously reduced along with the storage time, and even is unqualified (less than or equal to 2.00 MPa). (2) Compared with comparative examples 1 and 2, the silane modified single-component polyurethane waterproof coating has the advantage that the elongation rate of the coating tends to decrease along with the prolonging of the storage time under the normal-temperature storage, but the coating still meets the national standard (the elongation rate is more than or equal to 500%) after 6 months. The elongation of the moisture curing system and the latent curing system is reduced at a very high speed along with the prolonging of the storage time, and the elongation does not meet the national standard (the elongation is less than or equal to 500 percent) after the storage for three months. Therefore, the storage performance of the silane modified single-component polyurethane waterproof coating is obviously superior to that of a moisture curing system and a latent curing system.
In summary, the following test examples 1 to 3 show: (1) in appearance, the silane modified single-component polyurethane waterproof coating has no bubbles and no pinholes, and is obviously superior to a moisture curing system; (2) in the aspect of storage performance, the storage performance of the silane modified single-component polyurethane waterproof coating is obviously superior to that of a moisture curing system and a latent curing system; after 6 months of storage, the surface of the coating film is still compact and bubble-free and has no pinholes, and the mechanical property still conforms to the national standard GB/T19250-2013. (3) Under the wet base layer bonding test data, the bonding strength of the silane modified single-component polyurethane waterproof coating is obviously superior to that of a wet curing system and a latent curing system.
Having described embodiments of the present invention, the foregoing description is intended to be exemplary, not exhaustive, and not limited to the embodiments disclosed. Many modifications and variations will be apparent to those of ordinary skill in the art without departing from the scope and spirit of the described embodiments.
Claims (10)
1. A preparation method of silane modified single-component polyurethane waterproof paint is characterized by comprising the following steps: (1) carrying out contact reaction on part of hydroxyl-terminated polyether and a modified silane coupling agent to obtain silane-modified polyether polyol;
(2) uniformly mixing the residual hydroxyl-terminated polyether, the silane-modified polyether polyol, the plasticizer, other additives and the dispersing agent;
(3) uniformly mixing the mixed material obtained in the step (2), the filler, the semi-organic crystal and the optional pigment;
(4) performing vacuum dehydration on the mixed material obtained in the step (3);
(5) mixing the mixed material obtained in the step (4) with a solvent, and then adding polyisocyanate for reaction;
(6) and (3) uniformly mixing the material reacted in the step (5), the latent curing agent and the catalyst, and then carrying out vacuum degassing to obtain the silane modified single-component polyurethane waterproof coating.
2. The preparation method of claim 1, wherein the hydroxyl-terminated polyether is used in an amount of 20 to 40 parts, the modified silane coupling agent is used in an amount of 0.5 to 5 parts, the plasticizer is used in an amount of 5 to 25 parts, the dispersant is used in an amount of 0.08 to 0.5 part, the other additives are used in an amount of 0.1 to 1.5 parts, the filler is used in an amount of 25 to 55 parts, the semi-organic crystal is used in an amount of 0.05 to 5 parts, the solvent is used in an amount of 5 to 15 parts, the polyisocyanate is used in an amount of 3 to 15 parts, the latent curing agent is used in an amount of 0.5 to 5 parts, the catalyst is used in an amount of 0.03 to 0.5 part, and the pigment is used in an amount of 0 to 1 part by weight.
3. The preparation method according to claim 2, wherein the other auxiliary agents comprise, in parts by weight: 0.1-1 part of defoaming agent, 0-0.2 part of flatting agent and 0-0.3 part of dust-proof agent.
4. The production method according to claim 1, wherein the modified silane coupling agent is an isocyanatosilane coupling agent;
the modified silane coupling agent is preferably 3-isocyanatopropyltrimethoxysilane and/or 3-isocyanatopropyltriethoxysilane.
5. The production method according to claim 1, wherein the semi-organic crystal is a glycine-type semi-organic crystal;
the glycine type semi-organic crystal is at least one selected from glycine-calcium chloride semi-organic crystal, glycine-magnesium sulfate semi-organic crystal and glycine-calcium bromide semi-organic crystal.
6. The production method according to claim 1, wherein the hydroxyl-terminated polyether is at least one selected from PPG-based polyether polyol, POP-based polymer polyether polyol and PTMEG-based tetrahydrofuran-based polyether polyol;
the polyether polyol is selected from at least one of polyether diol, polyether triol and polyether tetraol;
the weight-average molecular weight of the hydroxyl-terminated polyether is 500-5000, and the hydroxyl value is 40-400mg KOH/g.
7. The production method according to claim 1, wherein the polyisocyanate is toluene diisocyanate and/or diphenylmethane diisocyanate;
the latent curing agent is an imine latent curing agent and/or an oxazolidine latent curing agent.
8. The production method according to claim 1, wherein the catalyst is selected from at least one of dibutyltin dilaurate, stannous octoate, lead isooctanoate, aliphatic amine-based catalyst, alicyclic amine-based catalyst, aromatic amine-based catalyst, and alcohol amine-based catalyst;
the plasticizer is at least one of cyclohexane 1, 2-diisononyl phthalate, chlorinated paraffin, methyl nylon acid ester and citric acid ester;
the dispersant is an acidic dispersant, and the acidic dispersant is preferably a polysiloxane organic dispersant;
the filler is at least one of kaolin, heavy calcium, light calcium, magnesium oxide, calcium oxide, wollastonite, nano calcium carbonate, silica micropowder and talcum powder;
the pigment is at least one of carbon black, titanium dioxide, indigo, iron yellow and iron brown;
the solvent is at least one of aromatic solvent naphtha, 100# solvent naphtha, 120# solvent naphtha, 150# solvent naphtha and 200# solvent naphtha.
9. The production method according to claim 1, wherein the mass ratio of the partial hydroxyl-terminated polyether to the remaining hydroxyl-terminated polyether is 1: (0.5-5);
in the step (1), the temperature of the contact reaction is 75-85 ℃;
in the step (3), the mixing temperature is 45-55 ℃;
in the step (4), vacuum dehydration is carried out under the vacuum of-0.09 MPa to-0.1 MPa, the temperature of the vacuum dehydration is controlled at 110 ℃, and when the moisture is less than or equal to 0.02 percent, the dehydration is stopped;
in the step (5), when the temperature is 80-70 ℃, mixing the mixed material obtained in the step (4) with a solvent; when the temperature is 68-60 ℃, adding polyisocyanate, stirring for 10-20min, heating to 80-90 ℃, and reacting for 2-3h at 80-90 ℃;
in the step (6), the materials, the latent curing agent and the catalyst after the reaction in the step (5) are uniformly mixed when the temperature is 65-70 ℃, and then the mixture is degassed for 30-40min under the vacuum of-0.09 to-0.1 MPa when the temperature is 55-50 ℃.
10. The silane-modified one-component polyurethane waterproofing paint prepared by the preparation method of any one of claims 1 to 9.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210269645.XA CN114634754A (en) | 2022-03-18 | 2022-03-18 | Silane modified single-component polyurethane waterproof coating and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210269645.XA CN114634754A (en) | 2022-03-18 | 2022-03-18 | Silane modified single-component polyurethane waterproof coating and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114634754A true CN114634754A (en) | 2022-06-17 |
Family
ID=81950247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210269645.XA Pending CN114634754A (en) | 2022-03-18 | 2022-03-18 | Silane modified single-component polyurethane waterproof coating and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114634754A (en) |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080057316A1 (en) * | 2006-09-01 | 2008-03-06 | General Electric Company | Solid polymeric substrate having adherent resin component derived from curable silylated polyurethane composition |
| CN104403548A (en) * | 2014-12-29 | 2015-03-11 | 中科院广州化学有限公司 | Water-based polyurethane paint containing polyether glycol/nano TiO2 hybrid material |
| CN105764948A (en) * | 2013-12-13 | 2016-07-13 | Sdc 科技有限公司 | Coating compositions comprising a blocked isocyanate silane |
| CN106479158A (en) * | 2016-11-24 | 2017-03-08 | 陕西聚洁瀚化工有限公司 | Polyurethane and the preparation method of glycine calcium bromide semi-organic crystal composite |
| CN109401596A (en) * | 2018-09-25 | 2019-03-01 | 唐山东方雨虹防水技术有限责任公司 | A kind of one-component exposed conveying appliance semi-organic crystal modified polyurethane water-repellent paint and preparation method thereof |
| CN111117468A (en) * | 2019-12-30 | 2020-05-08 | 河南东方雨虹建筑材料有限公司 | Semi-submersible curing type single-component polyurethane waterproof coating and preparation method thereof |
| CN111171259A (en) * | 2020-01-21 | 2020-05-19 | 汕头市骏码凯撒有限公司 | Synthetic method of polyurethane type modified tackifier |
-
2022
- 2022-03-18 CN CN202210269645.XA patent/CN114634754A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080057316A1 (en) * | 2006-09-01 | 2008-03-06 | General Electric Company | Solid polymeric substrate having adherent resin component derived from curable silylated polyurethane composition |
| CN105764948A (en) * | 2013-12-13 | 2016-07-13 | Sdc 科技有限公司 | Coating compositions comprising a blocked isocyanate silane |
| CN104403548A (en) * | 2014-12-29 | 2015-03-11 | 中科院广州化学有限公司 | Water-based polyurethane paint containing polyether glycol/nano TiO2 hybrid material |
| CN106479158A (en) * | 2016-11-24 | 2017-03-08 | 陕西聚洁瀚化工有限公司 | Polyurethane and the preparation method of glycine calcium bromide semi-organic crystal composite |
| CN109401596A (en) * | 2018-09-25 | 2019-03-01 | 唐山东方雨虹防水技术有限责任公司 | A kind of one-component exposed conveying appliance semi-organic crystal modified polyurethane water-repellent paint and preparation method thereof |
| CN111117468A (en) * | 2019-12-30 | 2020-05-08 | 河南东方雨虹建筑材料有限公司 | Semi-submersible curing type single-component polyurethane waterproof coating and preparation method thereof |
| CN111171259A (en) * | 2020-01-21 | 2020-05-19 | 汕头市骏码凯撒有限公司 | Synthetic method of polyurethane type modified tackifier |
Non-Patent Citations (3)
| Title |
|---|
| 刘国杰: "有机硅附着力促进剂开发与应用的进展（Ⅰ）" * |
| 张先林等: "含异氰酸酯基丙基三乙氧基硅烷的合成", 《浙江化工》 * |
| 田丹丹等: "聚醚型PU/GCB半有机晶体复合材料性能研究", 《聚氨酯工业》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5554709A (en) | Moisture-curing alkoxysilane-terminated polyurethanes | |
| US6762270B2 (en) | Polyurethane prepolymers with reduced functionality having terminal alkoxysilane and OH groups, a method of preparing them and their use | |
| CN102827340B (en) | Organosilicon-modified waterborne polyurethane composite material and applications thereof | |
| JP5475656B2 (en) | Process for the production of polyurethane foams based on specific alkoxysilane functional polymers | |
| JP2002528612A (en) | Polyurethane prepolymers having alkoxysilane end groups, methods for their preparation and their use for the production of encapsulants | |
| JPH06500584A (en) | Sealing and adhesive compounds containing special plasticizers | |
| JPH10204144A (en) | Curable silane-terminated composition with improved performance | |
| JP2008539294A (en) | Moisture curable composition characterized by improved elasticity | |
| CA2542914A1 (en) | Moisture-curable, polyether urethanes with reactive silane groups and their use as sealants, adhesives and coatings | |
| KR0162486B1 (en) | Polyurethanes made from blends of polypropyleneoxide polyol and organic silicone block copolymer based polyol intermediates | |
| TW200528481A (en) | Prepolymer compositions and sealed agent made therefrom | |
| WO2021057132A1 (en) | Asphalt-polyurethane waterproof coating for cement base, preparation method therefor and use thereof | |
| TW591046B (en) | High performance sealant formulations based on MDI prepolymers | |
| JPH04279620A (en) | Wet-curable polyurethane composition containing polyaldimine, water-repellent material, floor material, wall material and coating material respectively containing the composition | |
| JPH11263908A (en) | Aqueous dispersion of alkoxysilane group-containing polyurethane/urea and colloidal silica | |
| CN113980563B (en) | Method for preparing one-component semi-polyurea waterproof coating composition and one-component semi-polyurea waterproof coating composition | |
| CN105504787B (en) | A kind of silane end capped polyurethane composition and its preparation method and application | |
| CN115141595A (en) | High-washing-resistance flame-retardant polyurethane hot-melt adhesive and preparation method thereof | |
| CN115785850B (en) | Adhesion promoter, preparation method and application thereof, and waterproof adhesive single-component polyurethane sealant, and preparation method and application thereof | |
| JP4434341B2 (en) | One-component moisture-curing urethane resin composition and method for producing the same | |
| CN114634754A (en) | Silane modified single-component polyurethane waterproof coating and preparation method thereof | |
| CN110527482A (en) | Railway ballastless track special dual-component filleting waterproof gasket cement and preparation method thereof | |
| CN112852373B (en) | Moisture-curing type polyurethane hot melt adhesive | |
| WO2004056905A1 (en) | Polymer comprising 3-(n-silylalkyl)-amino-propenoate groups and use thereof | |
| CN114163630A (en) | MS (monomer-styrene) gum base resin and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20220617 |
|
| RJ01 | Rejection of invention patent application after publication |